Divider
Content Divider

Islamorada Waterfront Homes For Sale on the Ocean Side

Most of the properties in the Florida Keys peninsula are either on the ocean side or on the bay / gulf side of the island. The following Waterfront Islamorada homes for sale below are on the ocean side.

Total Listings 16
Order By:

$3,200,000
Lower Matecumbe
Matecumbe Ocean Bay   - MM: 75.00
5 Bed, 5 Baths, 3,288 SqFt Days Listed: 2
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift75ft.

$1,950,000
Windley Key
Unplatted Windley Key   - MM: 88.00
3 Bed, 3 Baths, 1,750 SqFt Days Listed: 3
PreConstructi - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip,Dock Privi

$2,000,000
Plantation Key
Plantation Lake Estates   - MM: 87.00
3 Bed, 3 Baths, 2,309 SqFt Days Listed: 26
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

$3,099,000
Lower Matecumbe
Mat Ocean Beach   - MM: 75.00
4 Bed, 4 Baths, 2,912 SqFt Days Listed: 28
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

$3,250,000
Lower Matecumbe
Mat Ocean Beach   - MM: 75.00
4 Bed, 4 Baths, 3,382 SqFt Days Listed: 40
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

$2,600,000
Plantation Key
More Info   - MM: 87.00
3 Bed, 3 Baths, 1,284 SqFt Days Listed: 43
-3.20% ($86,000) 1 Price Change : Last Change 26 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift37ft.

$1,325,000
Lower Matecumbe
Mat Ocean View   - MM: 76.50
2 Bed, 2 Baths, 1,006 SqFt Days Listed: 81
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

$3,995,000
Lower Matecumbe
Mat Ocean Beach   - MM: 75.00
4 Bed, 4 Baths, 3,011 SqFt Days Listed: 154
-10.22% ($455,000) 2 Price Changes : Last Change 6 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Paradise Beach House! Endless open water Views surround this lovely Key West style ocean front estate, enjoy your natural walk-in sandy beach, spectacular sunrises, private saltwater pool and spa with lush tropical landscaping for your privacy! Beautiful Custom Built Home with great attention to detail, cherry hardwood flooring throughout, open floor plan with breakfast nook, dining, bar living area, perfect for entertaining, great chef kitchen with granite/stainless appliances and gas stove. Master bedroom with luxurious bath, jetted tub and private balcony overlooking pool and beach! Excellent weekly rental investment home offering 4 bedrooms and 4 full baths, with a cozy loft, this private, gated home is certainly a must see treasure.

$3,995,000
Plantation Key
Plantation Beach   - MM: 87.50
5 Bed, 5 Baths, 3,866 SqFt Days Listed: 154
-10.22% ($455,000) 2 Price Changes : Last Change 6 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

BEAUTIFUL GATED OCEANFRONT ESTATE! Located on 1.8 acres in Islamorada featuring amazing ocean views, 5 bedrooms, 4 full bathrooms, winding interior staircase, expansive ocean view porches, over 3,800 sf of living space, pool, beach area ,observation dock, storage, gated entrance, and beautiful soaring palm trees. Enjoy the ocean breezes and spectacular sunrises. Excellent rental property with a weekly rental license.

$2,499,500
Plantation Key
Plantation Beach   - MM: 87.50
4 Bed, 4 Baths, 2,499 SqFt Days Listed: 166
-9.11% ($250,500) 3 Price Changes : Last Change 23 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

BRING OFFERS, SELLER FINANCING POSSIBLE WITH SUBSTANTIAL DOWN PAYMENT! This is a very secluded ocean access poured concrete 3 level 4 bedroom 3 1/2 bath home on private island with 11 elevation. (NO STORM DAMAGE) deep water lagoon (22). almost an acre surrounded by water. plenty of parking and an air-conditioned single garage with laundry area. remodeled kitchen with granite counter tops, stainless steel appliances, Gas 5 burner stainless stove and convection oven. 58 bottle wine cooler. Double sink on one side and a larger deep sink on the other! Over and under lighting and a great island with bar area perfect for entertaining! Very large living area 32 X 16

$3,250,000
Lower Matecumbe
Mat Ocean View   - MM: 76.50
3 Bed, 3 Baths, 2,408 SqFt Days Listed: 193
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat RampRip Rap

Expand your horizons with ocean vistas from every room in this totally renovated gated 1/2-acre mini-estate offering 80 of ocean frontage. In true Florida Keys lifestyle, bask by the beautiful brand new pool with heater and chiller, surrounded by travertine decking and native landscaping. The welcoming entrance features an elevator which services all three levels of this 2408 sf, 3 bedroom, 3 1/2 bath custom home. The first level offers a sensible floor plan and showcases the generous wrap-around porch, the perfect spot to entertain and enjoy sparkling ocean views. The well-appointed kitchen boasts Bosch and Kitchen-Aid appliances, with Cambria countertops ...

$2,299,000
Upper Matecumbe Key Islamorada
Unplatted Upper Mate   - MM: 82.00
4 Bed, 4 Baths, 1,562 SqFt Days Listed: 216
-11.58% ($301,000) 2 Price Changes : Last Change 53 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Dock Privilege

This stunning home located In Coral Cove, a gated community in Downtown Islamorada, overlooks a private lagoon and the ocean. The property features 4 bedrooms, 3 baths, custom cabinetry, marble floors and countertops, a jacuzzi tub on the large porch, many outdoor entertaining spaces and fishing off the private, backyard dock. This small enclave of homes offers private, protected boat dockage in its ocean-front basin, a large pool with a view of Alligator Lighthouse and gorgeous, lush landscaping. There is boat dockage for a skiff or bay boat on the lagoon side of the house and dockage for up to 35 in the private boat basin (first-come basis). Coral Cove is a quick drive or walk to many of Islamoradas best restaurants and shops.

$7,900,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
8 Bed, 8 Baths, 4,931 SqFt Days Listed: 245
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: NoneRip Rap

FairWinds~A unique two acre walk in the water oceanfront estate, located in downtown Islamorada on Upper Matecumbe Key. FairWinds reflects elegance, beauty, seclusion, along with many amenities. Inside the gates are enchantingly lush tropical gardens with carefully cultivated native specimens leading to the shimmering pastel blues of the Atlantic ocean, which gently caresses the 250+ feet of secluded sandy beach. This very special compound blends privacy with abundant recreational opportunities, ideally suited to create cherished memories with family and friends. Complete with a grand main house with a wrap-around porch, wide verandas and stunning ocean views, perfect for memorable gatherings of family and friends. Watch the sun rise beyond the historic Alligator Reef Lighthouse just a few

$6,000,000
Plantation Key
Key Heights   - MM: 88.50
4 Bed, 4 Baths, 4,103 SqFt Days Listed: 429
+20.00% ($1,000,000) 1 Price Change : Last Change 159 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift400ft.Concr

Open Oceanfront Estate with Deep Water Dockage on 1.5 Acres on Millionaires Row... Islamoradas premier address. New dock with two new boat lifts (16,000 lb. and 10,000 lb.) to enjoy one of the best boating locations in the Keys, plus a 4,103 s.f. home with 4 bedrooms, 3 full baths, a large heated pool, winding private driveway, and a soaring central atrium surrounded by walls of windows to frame the ocean view. Open ocean views from the living room, Florida room, porches, master bedroom and upstairs loft. Living room with wet bar and pass-through window to the gourmet kitchen and separate dining room, all with Saturnia stone floors. Direct boating access to the best offshore fishing and diving, plus quick Florida Bay access. RE Zoning allows weekly rentals for great income potential.

$8,300,000
Plantation Key
Lake Harbor   - MM: 89.00
5 Bed, 5 Baths, 6,269 SqFt Days Listed: 769
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Boat Lift,Davi

Welcome to Mima Grada... your Florida Keys oceanfront dream estate with everything you desire to live the ultimate island life. Enjoy your own private boat basin with boat lift and jet ski davits, sprawling sandy beach, lagoon-style pool/spa with poolside tiki bar, private lighted tennis court, and of course expansive ocean views. This spacious beach mansion stands out as one of the most elegant on Islamoradas Millionaires Row, which is an eclectic collection of unique open water estates all with distinctive entry gates, winding driveways and lush tropical foliage. Enjoy the serenity and privacy of Mima Grada with your immediate family or feel free to invite all your friends with plenty of room for entertaining both inside and out including two private guest suites. Must see!

$13,000,000
Upper Matecumbe Key Islamorada
Tea Table   - MM: 79.50
5 Bed, 5 Baths, 3,104 SqFt Days Listed: 878
-13.33% ($2,000,000) 4 Price Changes : Last Change 119 Days Ago
Off Shore Isl - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Davits40ft.

An extremely rare and stunning private island, accessible by car, Terras Key is a gated Caribbean Island located at Mile Marker 79.7 in Islamorada. Jutting into the blue-green waters of the Atlantic Ocean, Terras Key features a 2,000+- driveway enabling you to reach restaurants and shopping easily.Enjoy the conveniences of the modern world, including all utilities, while surrounded with the privacy of your own +15.5 Acre Island with miles of open water views and views of Alligator Reef Light. The compound includes 5 bedrooms and 4 baths, pool, cabana, dockage, and a tennis court. This extraordinary private island is a landmark in Islamorada and the Florida Keys and has not been offered for sale for over 27 years.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 10-17-2021.

Broker's Edge Realty
92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

1(800) 692-3605
Contact Us

Back To TopMore Info
Terms / Privacy / Accessibility ADA